Montgomery Hotel Guide - Hotels with Pool in Montgomery, New York

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Check availability on Montgomery Hotels with Pool

Top Montgomery Hotels with Pool

Exterior
Cozy Cabin Gateway I 1.5 Acres w. Pool & Firepit

Cozy Cabin Gateway I 1.5 Acres w. Pool & Firepit

Montgomery
  • Pool
  • Pet-friendly
  • Air conditioning
  • Parking available
  • Barbecue grill
  • Fireplace
10.0 out of 10, Exceptional, (1)
The price is €213
includes taxes & fees
11 Dec - 12 Dec
Cozy Cabin Gateway I 1.5 Acres w. Pool & Firepit
Indoor pool, pool loungers
Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG

2.5 star property
Chester
  • Indoor pool
  • Pool loungers
8.4 out of 10, Very good, (1006)
Splash into holiday mode at the pristine indoor pool, complete with inviting sun loungers for post-swim relaxation. Families appreciate the hotel's proximity to LEGOLAND New York while enjoying spotlessly clean rooms with premium bedding and thoughtful amenities.
The price is €85
includes taxes & fees
16 Nov - 17 Nov
Holiday Inn Express Hotel & Suites Chester by IHG
Indoor pool
La Quinta Inn & Suites by Wyndham Middletown-Goshen

La Quinta Inn & Suites by Wyndham Middletown-Goshen

3.0 star property
Middletown
  • Indoor pool
9.4 out of 10, Exceptional, (902)
Sparkling waters await in the tranquil indoor pool area, open daily from 9:00 AM to 9:00 PM for refreshing swims regardless of weather. Guests praise the spotless facilities, including a rejuvenating hot tub and well-equipped fitness centre for complete holiday balance.
The price is €116
includes taxes & fees
16 Nov - 17 Nov
La Quinta Inn & Suites by Wyndham Middletown-Goshen
Seasonal outdoor pool
Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

2.5 star property
Bear Mountain
  • Full-service spa
8.4 out of 10, Very good, (1006)
Seasonal outdoor swimming invites summer splashes amid breathtaking mountain scenery. After hiking local trails, guests rejuvenate with spa treatments, including deep-tissue massages and facials, before enjoying fresh cuisine at the on-site café.
The price is €116
includes taxes & fees
16 Nov - 17 Nov
Overlook Lodge at Bear Mountain
Outdoor pool
LEGOLAND Hotel NEW York

LEGOLAND Hotel NEW York

3.0 star property
Goshen
  • Outdoor pool
8.6 out of 10, Excellent, (19)
Pool toys transform the outdoor pool into a delightful aquatic playground at this LEGOLAND hotel. After swimming, families can enjoy the on-site restaurant, arcade room, and garden, making this vibrant getaway perfect for creating lasting memories.
The price is €246
includes taxes & fees
14 Nov - 15 Nov
LEGOLAND Hotel NEW York
Indoor pool
Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley

3.0 star property
Crown Heights
  • Indoor pool
9.0 out of 10, Wonderful, (1002)
Swimmers glide through crystal-clear waters in the immaculately maintained indoor pool, perfect for all-season enjoyment. Modern rooms with sound-insulated walls and thoughtful amenities complement the 24-hour fitness centre and inviting firepit area.
The price is €110
includes taxes & fees
23 Nov - 24 Nov
Hyatt Place Poughkeepsie / Hudson Valley
Sports facility
Hilton Garden Inn Fishkill

Hilton Garden Inn Fishkill

3.0 star property
Fishkill
  • Indoor pool
8.6 out of 10, Excellent, (1002)
Swimmers enjoy year-round aquatic bliss at the temperature-controlled indoor pool, a perfect complement to the comprehensive 24-hour fitness centre. Adventure seekers appreciate nearby hiking trails, while business travellers value the laptop-friendly workspaces.
The price is €90
includes taxes & fees
7 Dec - 8 Dec
Hilton Garden Inn Fishkill
Seasonal outdoor pool
Fairfield Inn & Suites by Marriott Goshen Middletown

Fairfield Inn & Suites by Marriott Goshen Middletown

2.5 star property
Goshen
  • Pool
  • Breakfast included
  • Parking included
  • Free WiFi
  • Air conditioning
  • Gym
8.8 out of 10, Excellent, (1002)
Swimming sessions in the seasonal outdoor pool create perfect summer memories at this exceptionally clean hotel. Complementing aquatic enjoyment, guests appreciate the 24-hour fitness centre, complimentary breakfast buffet, and consistently helpful staff.
The price is €99
includes taxes & fees
2 Dec - 3 Dec
Fairfield Inn & Suites by Marriott Goshen Middletown
Indoor pool
Home2 Suites By Hilton Poughkeepsie

Home2 Suites By Hilton Poughkeepsie

3.0 star property
Poughkeepsie
  • Indoor pool
9.4 out of 10, Exceptional, (370)
Swimming sessions await at the inviting indoor pool, complemented by well-equipped kitchenettes in each spacious room. After a peaceful night's rest, guests savour a delicious breakfast buffet before exploring nearby Vassar College.
The price is €112
includes taxes & fees
30 Nov - 1 Dec
Home2 Suites By Hilton Poughkeepsie
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Montgomery Hotel Reviews

Hampton Inn by Hilton New Paltz

Hampton Inn by Hilton New Paltz

10/10 Excellent
"Everything was really good except for the breakfast. Coffee was weak and bagels were tasteless "
Don 1-night trip
Posted 2 days ago
Hampton Inn by Hilton New Paltz

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Frequently asked questions

What are some accommodation options with pools in Montgomery?
Holiday Inn Express & Suites Montgomery by IHG: Hotel, 7-minute walk from Resorts World Catskills. Features a children's pool, an indoor pool and a water park. Super 8 by Wyndham Montgomery Maybrook: Hotel, 1-minute walk from Bear Mountain State Park. Offers a full-service spa, a seasonal outdoor pool and a snack bar/deli. Borland House Inn: Hotel, 4-minute walk from Resorts World Catskills. Provides 6 restaurants, a pool and a full-service spa. The Kartrite Resort & Indoor Waterpark: Features continental, an indoor pool and complimentary high-speed (wired) Internet access. The Crossroads Hotel, Newburgh: Hotel, 1-minute walk from Woodbury Common Premium Outlets. Offers daily, an indoor pool and complimentary high-speed (wired) Internet access.
What is there to see and do in Montgomery?
Explore places such as LEGOLAND® New York and Woodbury Common Premium Outlets while you're in the area. The picturesque setting of Orange County Arboretum and Thomas Bull Memorial Park showcase the area's natural beauty. You'll also discover lots of options for restaurants in Montgomery.
When is the best time to book a hotel with a pool in Montgomery?
Taking the local weather in Montgomery into account can help you maximise your time at the pool during your trip. The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of 0°C. The snowiest months in Montgomery are January, February, March and April, with each month seeing an average of 16 cm of snowfall.